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Merck

130672

N-Hydroxysuccinimide

98%

Sinónimos:

1-Hydroxy-2,5-pyrrolidinedione, HOSu, NHS

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About This Item

Fórmula empírica (notación de Hill):
C4H5NO3
Número CAS:
6066-82-6
Peso molecular:
115.09
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
24847975
EC Number:
228-001-3
Beilstein/REAXYS Number:
113913
MDL number:
MFCD00005516

Nombre del producto

N-Hydroxysuccinimide, 98%

InChI key

NQTADLQHYWFPDB-UHFFFAOYSA-N

InChI

1S/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2

SMILES string

ON1C(=O)CCC1=O

assay

98%

form

solid

mp

95-98 °C (lit.)

functional group

imide

Quality Level

200

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Application

N-Hydroxysuccinimide can be used in the synthesis of N-hydroxysuccinimide ester via dehydration reaction in the presence of dicyclohexylcarbodiimide in carboxylic acid.
N-Hydroxysuccinimide has been used in the synthesis of intermediates such as:
  • N

  • -succinimidyl 3-(di-tert-butylfluorosilyl)benzoate
  • 4-[2,2-bis[(p-tolylsulfonyl)-methyl] acetyl]benzoic acid-NHS ester
  • N-succinimidyl 3-iodobenzoate

It has also been used in a protocol for the surface modification of microchannels of a microfluidic-integrated surface plasmon resonance (SPR) platform for the detection and quantification of bacterial pathogens.
Additive used in the carbodiimide method for improved amidations and peptide couplings.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H315,H318

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
MKCZ8153
0000500282
0000500282
0000500284
0000500266

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solution stability of Product 130672, N-Hydroxysuccinimide?

    Sigma-Aldrich does not evaluate 130672 for solution stability. Therefore, it is advisable to prepare a solution fresh for each use. Please note, the product is moisture sensitive.

  6. What is the purity of Product 130672, N-Hydroxysuccinimide?

    The purity is lot specific and will be stated on the Specification Sheet.

  7. Does N-Hydroxysuccinimide go by any other names?

    Yes, N-Hydroxysuccinimide is also referred to by the acronym NHS and is also referred to by the synonyms 1-Hydroxy-2,5-pyrrolidinedione and HOSu.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

PEGylation of native disulfide bonds in proteins.
Brocchini S
Nature Protocols, 1(5), 2241-2241 (2006)
Zbigniew Czajgucki et al.
Journal of peptide science : an official publication of the European Peptide Society, 12(10), 653-662 (2006-07-19)
Edeines are pentapeptide amide antibiotics composed of four nonprotein amino acids, glycine, and polyamine. They exhibit antimicrobial and immunosuppressive activities and are universal inhibitors of translation. Moreover, it was proven that the free ionizable carboxy group in the (2R, 6S
Polycyclic Aromat. Compd., 3, 781-781 (1993)
Cong Li et al.
Journal of the American Chemical Society, 128(47), 15072-15073 (2006-11-23)
The conjugate of bacterial cytosine deaminase (bCD) and poly-l-lysine (PLL) that was functionalized with biotin, rhodamine, and Gd3+-DOTA was synthesized and characterized. It demonstrated high relaxivity, improved enzymatic specificity to prodrug 5-fluorocytosine, low cytotoxicity, efficient cell uptake, and high enzymatic
D Sehgal et al.
Analytical biochemistry, 218(1), 87-91 (1994-04-01)
Water-soluble carbodiimides are widely used for carboxyl-amine conjugation. However, extremely variable and low yields, obtained under a variety of conditions, have been a serious problem in the coupling. A simple method, optimizing various parameters of the coupling reaction, in which
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